5-bromo-2-chloro-N-(5-methyl-1H-pyrazol-3-yl)pyrimidin-4-amine | 280582-79-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 5-bromo-2-chloro-N-(5-methyl-1H-pyrazol-3-yl)pyrimidin-4-amine
• 英文别名: 5-bromo-2-chloro-N-(5-methyl-1H-pyrazol-3-yl)-4-Pyrimidinamine
• CAS: 280582-79-8
• 化学式: C₈H₇BrClN₅
• 分子量: 288.534
• InChiKey: NQDQAEKLTHTKDI-UHFFFAOYSA-N

物化性质

• 沸点：
  512.8±50.0 °C(Predicted)
• 密度：
  1.827±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  66.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-bromo-2-chloro-N-(5-methyl-1H-pyrazol-3-yl)pyrimidin-4-amine 、 (S)-1-(5-氟嘧啶-2-基)乙胺盐酸盐 在 N,N-二异丙基乙胺 作用下， 以 正丁醇 为溶剂， 反应 5.0h， 以47%的产率得到5-bromo-N2-[(1S)-1-(5-fluoropyrimidin-2-yl)ethyl]-N4-(5-methyl-1H-pyrazol-3-yl)pyrimidine-2,4-diamine
  参考文献：
  名称：

  WO2007/49041

  摘要：

  公开号：
• 作为产物：
  描述：

  5-溴-2,4-二氯嘧啶 、 3-氨基-5-甲基吡唑 在 三乙胺 作用下， 以 乙醇 为溶剂， 以95%的产率得到5-bromo-2-chloro-N-(5-methyl-1H-pyrazol-3-yl)pyrimidin-4-amine
  参考文献：
  名称：

  Discovery of 5-Chloro-N²-[(1S)-1-(5-fluoropyrimidin-2-yl)ethyl]-N⁴-(5-methyl-1H-pyrazol-3-yl)pyrimidine-2,4-diamine (AZD1480) as a Novel Inhibitor of the Jak/Stat Pathway

  摘要：

  The myeloproliferative neoplasms, polycythemia vera, essential thrombocythemia, and idiopathic myelofibrosis are a heterogeneous but related group of hematological malignancies characterized by clonal expansion of one or more myeloid lineages. The discovery of the Jak2 V617F gain of function mutation highlighted Jak2 as a potential therapeutic target in the MPNs. Herein, we disclose the discovery of a series of pyrazol-3-yl pyrimidin-4-amines and the identification of 9e (AZD1480) as a potent Jak2 inhibitor. 9e inhibits signaling and proliferation of Jak2 V617F cell lines in vitro, demonstrates in vivo efficacy in a TEL-Jak2 model, has excellent physical properties and preclinical pharmacokinetics, and is currently being evaluated in Phase I clinical trials.

  DOI：

  10.1021/jm1011319

文献信息

• [EN] PYRIMIDINE DERIVATIVES AS MODULATORS OF INSULINE-LIKE GROWTH FACTOR-1 RECEPTOR (IGF-I)<br/>[FR] DERIVES DE PYRIMIDINE UTILISES EN TANT QUE MODULATEURS DU RECEPTEUR DE DU FACTEUR 1 DE CROISSANCE (IGF-I) SEMBLABLE A L'INSULINE
  申请人：ASTRAZENECA AB

  公开号：WO2003048133A1

  公开（公告）日：2003-06-12

  The invention provides compounds of formula [Chemical formula should be inserted here. Please see paper copy]in which R1, R2, R3 and R4 have the meanings defined in the specification; processes for their preparation; pharmaceutical compositions containing them; a process for preparing the pharmaceutical compositions; and their use in therapy.

  本发明提供公式[应在此处插入化学式。请参见纸质副本]的化合物，其中R1、R2、R3和R4的含义如规范所定义；制备它们的过程；包含它们的药物组合物；制备药物组合物的过程；以及它们在治疗中的应用。
• Pyrimidine derivatives as modulators of insulin-like growth factor-1 receptor (igf-i)
  申请人：Barlaam Bernard

  公开号：US20050054638A1

  公开（公告）日：2005-03-10

  The invention provides compounds of formula in which R 1 , R 2 , R 3 and R 4 have the meanings defined in the specification; processes for the preparation; pharmaceutical compositions containing them; a process for preparing the pharmaceutical compositions; and their use in therapy.

  该发明提供了公式中R1，R2，R3和R4具有规范中定义的含义的化合物；制备过程；包含它们的制药组合物；制备制药组合物的过程；以及它们在治疗中的使用。
• 4-(3-Aminopyrazole) Pyrimidine Derivatives for Use as Tyrosine Kinase Inhibitors in the Treatment of Cancer
  申请人：Feng Xiaomei

  公开号：US20080287475A1

  公开（公告）日：2008-11-20

  This invention relates to novel compounds having the formula (I) and to their pharmaceutical compositions and to their methods of use. These novel compounds provide a treatment for cancer.

  本发明涉及具有公式（I）的新化合物，以及它们的药物组成物和使用方法。这些新化合物提供了一种治疗癌症的方法。
• Pyrimidine derivatives as modulators of insulin-like growth factor-1 receptor (IGF-I)
  申请人：AstraZeneca AB

  公开号：US07521453B2

  公开（公告）日：2009-04-21

  The invention provides compounds of formula in which R1, R2, R3 and R4 have the meanings defined in the specification; processes for the preparation; pharmaceutical compositions containing them; a process for preparing the pharmaceutical compositions; and their use in therapy.

  本发明提供的化合物具有公式，其中R1，R2，R3和R4的含义在规范中定义；制备它们的过程；包含它们的制药组合物；制备制药组合物的过程；以及它们在治疗中的用途。
• 4-(3-AMINOPYRAZOLE) PYRIMIDINE DERIVATIVES FOR USE AS TYROSINE KINASE INHIBITORS IN THE TREATMENT OF CANCER
  申请人：Feng Xiaomei

  公开号：US20120071480A1

  公开（公告）日：2012-03-22

  This invention relates to novel compounds having the formula (I): and to their pharmaceutical compositions and to their methods of use. These novel compounds provide a treatment for cancer.

  本发明涉及具有公式（I）的新化合物，以及它们的制药组合物和使用方法。这些新化合物提供了一种治疗癌症的方法。